Flights from Chicago to San Antonio (ORD to SAT)

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US$993

5:15am - 11:16am
Fri May 2nd 2025

6h 1m
Chicago (ORD) → San Antonio (SAT)

1 Stop

2:25pm - 7:15pm
Mon May 5th 2025

4h 50m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 631 Depart at 5:15am from Chicago (ORD) Fly for 3h 0m Arrive at 8:15am in Houston (IAH)

Layover in Houston for 1h 50m

Fri May 2nd 2025 United Airlines · UA 2740 Depart at 10:05am from Houston (IAH) Fly for 1h 11m Arrive at 11:16am in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 276 Depart at 2:25pm from San Antonio (SAT) Fly for 1h 7m Arrive at 3:32pm in Houston (IAH)

Layover in Houston for 0h 48m

Mon May 5th 2025 United Airlines · UA 276 Depart at 4:20pm from Houston (IAH) Fly for 2h 55m Arrive at 7:15pm in Chicago (ORD)
US$995

7:48pm - 10:59pm
Fri May 2nd 2025

3h 11m
Chicago (ORD) → San Antonio (SAT)

Direct

2:08pm - 5:02pm
Mon May 5th 2025

2h 54m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 658 Depart at 7:48pm from Chicago (ORD) Fly for 3h 11m Arrive at 10:59pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2243 Depart at 2:08pm from San Antonio (SAT) Fly for 2h 54m Arrive at 5:02pm in Chicago (ORD)
US$995

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

2:08pm - 5:02pm
Mon May 5th 2025

2h 54m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 2243 Depart at 2:08pm from San Antonio (SAT) Fly for 2h 54m Arrive at 5:02pm in Chicago (ORD)
US$995

7:48pm - 10:59pm
Fri May 2nd 2025

3h 11m
Chicago (ORD) → San Antonio (SAT)

Direct

7:00am - 9:55am
Mon May 5th 2025

2h 55m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 658 Depart at 7:48pm from Chicago (ORD) Fly for 3h 11m Arrive at 10:59pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2629 Depart at 7:00am from San Antonio (SAT) Fly for 2h 55m Arrive at 9:55am in Chicago (ORD)
US$995

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

7:00am - 9:55am
Mon May 5th 2025

2h 55m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2629 Depart at 7:00am from San Antonio (SAT) Fly for 2h 55m Arrive at 9:55am in Chicago (ORD)
US$995

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

2:08pm - 5:02pm
Mon May 5th 2025

2h 54m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2243 Depart at 2:08pm from San Antonio (SAT) Fly for 2h 54m Arrive at 5:02pm in Chicago (ORD)
US$995

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

7:00am - 9:55am
Mon May 5th 2025

2h 55m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2629 Depart at 7:00am from San Antonio (SAT) Fly for 2h 55m Arrive at 9:55am in Chicago (ORD)
US$995

7:48pm - 10:59pm
Fri May 2nd 2025

3h 11m
Chicago (ORD) → San Antonio (SAT)

Direct

5:20pm - 8:25pm
Mon May 5th 2025

3h 5m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 658 Depart at 7:48pm from Chicago (ORD) Fly for 3h 11m Arrive at 10:59pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 5869 Depart at 5:20pm from San Antonio (SAT) Fly for 3h 5m Arrive at 8:25pm in Chicago (ORD)
US$995

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

5:20pm - 8:25pm
Mon May 5th 2025

3h 5m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 5869 Depart at 5:20pm from San Antonio (SAT) Fly for 3h 5m Arrive at 8:25pm in Chicago (ORD)
US$995

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

5:20pm - 8:25pm
Mon May 5th 2025

3h 5m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 5869 Depart at 5:20pm from San Antonio (SAT) Fly for 3h 5m Arrive at 8:25pm in Chicago (ORD)
US$1001

7:48pm - 10:59pm
Fri May 2nd 2025

3h 11m
Chicago (ORD) → San Antonio (SAT)

Direct

2:25pm - 7:15pm
Mon May 5th 2025

4h 50m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 658 Depart at 7:48pm from Chicago (ORD) Fly for 3h 11m Arrive at 10:59pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 276 Depart at 2:25pm from San Antonio (SAT) Fly for 1h 7m Arrive at 3:32pm in Houston (IAH)

Layover in Houston for 0h 48m

Mon May 5th 2025 United Airlines · UA 276 Depart at 4:20pm from Houston (IAH) Fly for 2h 55m Arrive at 7:15pm in Chicago (ORD)
US$1001

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

2:25pm - 7:15pm
Mon May 5th 2025

4h 50m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 276 Depart at 2:25pm from San Antonio (SAT) Fly for 1h 7m Arrive at 3:32pm in Houston (IAH)

Layover in Houston for 0h 48m

Mon May 5th 2025 United Airlines · UA 276 Depart at 4:20pm from Houston (IAH) Fly for 2h 55m Arrive at 7:15pm in Chicago (ORD)
US$1001

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

2:25pm - 7:15pm
Mon May 5th 2025

4h 50m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 276 Depart at 2:25pm from San Antonio (SAT) Fly for 1h 7m Arrive at 3:32pm in Houston (IAH)

Layover in Houston for 0h 48m

Mon May 5th 2025 United Airlines · UA 276 Depart at 4:20pm from Houston (IAH) Fly for 2h 55m Arrive at 7:15pm in Chicago (ORD)
US$1006

7:48pm - 10:59pm
Fri May 2nd 2025

3h 11m
Chicago (ORD) → San Antonio (SAT)

Direct

7:44am - 12:20pm
Mon May 5th 2025

4h 36m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 658 Depart at 7:48pm from Chicago (ORD) Fly for 3h 11m Arrive at 10:59pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 1486 Depart at 7:44am from San Antonio (SAT) Fly for 1h 4m Arrive at 8:48am in Houston (IAH)

Layover in Houston for 0h 42m

Mon May 5th 2025 United Airlines · UA 2124 Depart at 9:30am from Houston (IAH) Fly for 2h 50m Arrive at 12:20pm in Chicago (ORD)
US$1006

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

7:44am - 12:20pm
Mon May 5th 2025

4h 36m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 1486 Depart at 7:44am from San Antonio (SAT) Fly for 1h 4m Arrive at 8:48am in Houston (IAH)

Layover in Houston for 0h 42m

Mon May 5th 2025 United Airlines · UA 2124 Depart at 9:30am from Houston (IAH) Fly for 2h 50m Arrive at 12:20pm in Chicago (ORD)
US$1006

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

7:44am - 12:20pm
Mon May 5th 2025

4h 36m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 1486 Depart at 7:44am from San Antonio (SAT) Fly for 1h 4m Arrive at 8:48am in Houston (IAH)

Layover in Houston for 0h 42m

Mon May 5th 2025 United Airlines · UA 2124 Depart at 9:30am from Houston (IAH) Fly for 2h 50m Arrive at 12:20pm in Chicago (ORD)
US$1006

7:48pm - 10:59pm
Fri May 2nd 2025

3h 11m
Chicago (ORD) → San Antonio (SAT)

Direct

5:30am - 10:11am
Mon May 5th 2025

4h 41m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 658 Depart at 7:48pm from Chicago (ORD) Fly for 3h 11m Arrive at 10:59pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 6120 Depart at 5:30am from San Antonio (SAT) Fly for 1h 6m Arrive at 6:36am in Houston (IAH)

Layover in Houston for 0h 44m

Mon May 5th 2025 United Airlines · UA 2182 Depart at 7:20am from Houston (IAH) Fly for 2h 51m Arrive at 10:11am in Chicago (ORD)
US$1006

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

5:30am - 10:11am
Mon May 5th 2025

4h 41m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 6120 Depart at 5:30am from San Antonio (SAT) Fly for 1h 6m Arrive at 6:36am in Houston (IAH)

Layover in Houston for 0h 44m

Mon May 5th 2025 United Airlines · UA 2182 Depart at 7:20am from Houston (IAH) Fly for 2h 51m Arrive at 10:11am in Chicago (ORD)
US$1006

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

5:30am - 10:11am
Mon May 5th 2025

4h 41m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 6120 Depart at 5:30am from San Antonio (SAT) Fly for 1h 6m Arrive at 6:36am in Houston (IAH)

Layover in Houston for 0h 44m

Mon May 5th 2025 United Airlines · UA 2182 Depart at 7:20am from Houston (IAH) Fly for 2h 51m Arrive at 10:11am in Chicago (ORD)
US$1006

10:40am - 3:46pm
Fri May 2nd 2025

5h 6m
Chicago (ORD) → San Antonio (SAT)

1 Stop

2:08pm - 5:02pm
Mon May 5th 2025

2h 54m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 2483 Depart at 10:40am from Chicago (ORD) Fly for 3h 0m Arrive at 1:40pm in Houston (IAH)

Layover in Houston for 0h 55m

Fri May 2nd 2025 United Airlines · UA 2399 Depart at 2:35pm from Houston (IAH) Fly for 1h 11m Arrive at 3:46pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2243 Depart at 2:08pm from San Antonio (SAT) Fly for 2h 54m Arrive at 5:02pm in Chicago (ORD)
US$1006

10:40am - 3:46pm
Fri May 2nd 2025

5h 6m
Chicago (ORD) → San Antonio (SAT)

1 Stop

7:00am - 9:55am
Mon May 5th 2025

2h 55m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 2483 Depart at 10:40am from Chicago (ORD) Fly for 3h 0m Arrive at 1:40pm in Houston (IAH)

Layover in Houston for 0h 55m

Fri May 2nd 2025 United Airlines · UA 2399 Depart at 2:35pm from Houston (IAH) Fly for 1h 11m Arrive at 3:46pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2629 Depart at 7:00am from San Antonio (SAT) Fly for 2h 55m Arrive at 9:55am in Chicago (ORD)
US$1006

12:47pm - 5:54pm
Fri May 2nd 2025

5h 7m
Chicago (ORD) → San Antonio (SAT)

1 Stop

2:08pm - 5:02pm
Mon May 5th 2025

2h 54m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 2657 Depart at 12:47pm from Chicago (ORD) Fly for 3h 0m Arrive at 3:47pm in Houston (IAH)

Layover in Houston for 0h 53m

Fri May 2nd 2025 United Airlines · UA 6068 Depart at 4:40pm from Houston (IAH) Fly for 1h 14m Arrive at 5:54pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2243 Depart at 2:08pm from San Antonio (SAT) Fly for 2h 54m Arrive at 5:02pm in Chicago (ORD)
US$1006

7:48pm - 10:59pm
Fri May 2nd 2025

3h 11m
Chicago (ORD) → San Antonio (SAT)

Direct

12:19pm - 5:10pm
Mon May 5th 2025

4h 51m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 658 Depart at 7:48pm from Chicago (ORD) Fly for 3h 11m Arrive at 10:59pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 1282 Depart at 12:19pm from San Antonio (SAT) Fly for 1h 4m Arrive at 1:23pm in Houston (IAH)

Layover in Houston for 0h 52m

Mon May 5th 2025 United Airlines · UA 2448 Depart at 2:15pm from Houston (IAH) Fly for 2h 55m Arrive at 5:10pm in Chicago (ORD)
US$1006

12:47pm - 5:54pm
Fri May 2nd 2025

5h 7m
Chicago (ORD) → San Antonio (SAT)

1 Stop

7:00am - 9:55am
Mon May 5th 2025

2h 55m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 2657 Depart at 12:47pm from Chicago (ORD) Fly for 3h 0m Arrive at 3:47pm in Houston (IAH)

Layover in Houston for 0h 53m

Fri May 2nd 2025 United Airlines · UA 6068 Depart at 4:40pm from Houston (IAH) Fly for 1h 14m Arrive at 5:54pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2629 Depart at 7:00am from San Antonio (SAT) Fly for 2h 55m Arrive at 9:55am in Chicago (ORD)
US$1006

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

12:19pm - 5:10pm
Mon May 5th 2025

4h 51m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 1282 Depart at 12:19pm from San Antonio (SAT) Fly for 1h 4m Arrive at 1:23pm in Houston (IAH)

Layover in Houston for 0h 52m

Mon May 5th 2025 United Airlines · UA 2448 Depart at 2:15pm from Houston (IAH) Fly for 2h 55m Arrive at 5:10pm in Chicago (ORD)
US$1006

7:48pm - 10:59pm
Fri May 2nd 2025

3h 11m
Chicago (ORD) → San Antonio (SAT)

Direct

6:06pm - 10:58pm
Mon May 5th 2025

4h 52m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 658 Depart at 7:48pm from Chicago (ORD) Fly for 3h 11m Arrive at 10:59pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 465 Depart at 6:06pm from San Antonio (SAT) Fly for 1h 4m Arrive at 7:10pm in Houston (IAH)

Layover in Houston for 1h 0m

Mon May 5th 2025 United Airlines · UA 787 Depart at 8:10pm from Houston (IAH) Fly for 2h 48m Arrive at 10:58pm in Chicago (ORD)
US$1006

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

6:06pm - 10:58pm
Mon May 5th 2025

4h 52m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 465 Depart at 6:06pm from San Antonio (SAT) Fly for 1h 4m Arrive at 7:10pm in Houston (IAH)

Layover in Houston for 1h 0m

Mon May 5th 2025 United Airlines · UA 787 Depart at 8:10pm from Houston (IAH) Fly for 2h 48m Arrive at 10:58pm in Chicago (ORD)
US$1006

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

12:19pm - 5:10pm
Mon May 5th 2025

4h 51m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 1282 Depart at 12:19pm from San Antonio (SAT) Fly for 1h 4m Arrive at 1:23pm in Houston (IAH)

Layover in Houston for 0h 52m

Mon May 5th 2025 United Airlines · UA 2448 Depart at 2:15pm from Houston (IAH) Fly for 2h 55m Arrive at 5:10pm in Chicago (ORD)
US$1006

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

6:06pm - 10:58pm
Mon May 5th 2025

4h 52m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 465 Depart at 6:06pm from San Antonio (SAT) Fly for 1h 4m Arrive at 7:10pm in Houston (IAH)

Layover in Houston for 1h 0m

Mon May 5th 2025 United Airlines · UA 787 Depart at 8:10pm from Houston (IAH) Fly for 2h 48m Arrive at 10:58pm in Chicago (ORD)
US$1006

3:52pm - 9:06pm
Fri May 2nd 2025

5h 14m
Chicago (ORD) → San Antonio (SAT)

1 Stop

2:08pm - 5:02pm
Mon May 5th 2025

2h 54m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 1124 Depart at 3:52pm from Chicago (ORD) Fly for 3h 3m Arrive at 6:55pm in Houston (IAH)

Layover in Houston for 1h 0m

Fri May 2nd 2025 United Airlines · UA 1542 Depart at 7:55pm from Houston (IAH) Fly for 1h 11m Arrive at 9:06pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2243 Depart at 2:08pm from San Antonio (SAT) Fly for 2h 54m Arrive at 5:02pm in Chicago (ORD)
US$1006

3:52pm - 9:06pm
Fri May 2nd 2025

5h 14m
Chicago (ORD) → San Antonio (SAT)

1 Stop

7:00am - 9:55am
Mon May 5th 2025

2h 55m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 1124 Depart at 3:52pm from Chicago (ORD) Fly for 3h 3m Arrive at 6:55pm in Houston (IAH)

Layover in Houston for 1h 0m

Fri May 2nd 2025 United Airlines · UA 1542 Depart at 7:55pm from Houston (IAH) Fly for 1h 11m Arrive at 9:06pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2629 Depart at 7:00am from San Antonio (SAT) Fly for 2h 55m Arrive at 9:55am in Chicago (ORD)
US$1006

7:48pm - 10:59pm
Fri May 2nd 2025

3h 11m
Chicago (ORD) → San Antonio (SAT)

Direct

7:15pm - 12:15am
Mon May 5th 2025

5h 0m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 658 Depart at 7:48pm from Chicago (ORD) Fly for 3h 11m Arrive at 10:59pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 6116 Depart at 7:15pm from San Antonio (SAT) Fly for 1h 8m Arrive at 8:23pm in Houston (IAH)

Layover in Houston for 1h 10m

Mon May 5th 2025 United Airlines · UA 373 Depart at 9:33pm from Houston (IAH) Fly for 2h 42m Arrive at 12:15am in Chicago (ORD)
US$1006

10:40am - 3:46pm
Fri May 2nd 2025

5h 6m
Chicago (ORD) → San Antonio (SAT)

1 Stop

5:20pm - 8:25pm
Mon May 5th 2025

3h 5m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 2483 Depart at 10:40am from Chicago (ORD) Fly for 3h 0m Arrive at 1:40pm in Houston (IAH)

Layover in Houston for 0h 55m

Fri May 2nd 2025 United Airlines · UA 2399 Depart at 2:35pm from Houston (IAH) Fly for 1h 11m Arrive at 3:46pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 5869 Depart at 5:20pm from San Antonio (SAT) Fly for 3h 5m Arrive at 8:25pm in Chicago (ORD)
US$1006

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

7:15pm - 12:15am
Mon May 5th 2025

5h 0m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 6116 Depart at 7:15pm from San Antonio (SAT) Fly for 1h 8m Arrive at 8:23pm in Houston (IAH)

Layover in Houston for 1h 10m

Mon May 5th 2025 United Airlines · UA 373 Depart at 9:33pm from Houston (IAH) Fly for 2h 42m Arrive at 12:15am in Chicago (ORD)
US$1006

12:47pm - 5:54pm
Fri May 2nd 2025

5h 7m
Chicago (ORD) → San Antonio (SAT)

1 Stop

5:20pm - 8:25pm
Mon May 5th 2025

3h 5m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 2657 Depart at 12:47pm from Chicago (ORD) Fly for 3h 0m Arrive at 3:47pm in Houston (IAH)

Layover in Houston for 0h 53m

Fri May 2nd 2025 United Airlines · UA 6068 Depart at 4:40pm from Houston (IAH) Fly for 1h 14m Arrive at 5:54pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 5869 Depart at 5:20pm from San Antonio (SAT) Fly for 3h 5m Arrive at 8:25pm in Chicago (ORD)
US$1006

2:18pm - 7:37pm
Fri May 2nd 2025

5h 19m
Chicago (ORD) → San Antonio (SAT)

1 Stop

2:08pm - 5:02pm
Mon May 5th 2025

2h 54m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 1373 Depart at 2:18pm from Chicago (ORD) Fly for 3h 3m Arrive at 5:21pm in Houston (IAH)

Layover in Houston for 1h 5m

Fri May 2nd 2025 United Airlines · UA 1477 Depart at 6:26pm from Houston (IAH) Fly for 1h 11m Arrive at 7:37pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2243 Depart at 2:08pm from San Antonio (SAT) Fly for 2h 54m Arrive at 5:02pm in Chicago (ORD)
US$1006

2:18pm - 7:37pm
Fri May 2nd 2025

5h 19m
Chicago (ORD) → San Antonio (SAT)

1 Stop

7:00am - 9:55am
Mon May 5th 2025

2h 55m
San Antonio (SAT) → Chicago (ORD)

Direct

Fri May 2nd 2025 United Airlines · UA 1373 Depart at 2:18pm from Chicago (ORD) Fly for 3h 3m Arrive at 5:21pm in Houston (IAH)

Layover in Houston for 1h 5m

Fri May 2nd 2025 United Airlines · UA 1477 Depart at 6:26pm from Houston (IAH) Fly for 1h 11m Arrive at 7:37pm in San Antonio (SAT)

Stay in San Antonio for 2 nights

Mon May 5th 2025 United Airlines · UA 2629 Depart at 7:00am from San Antonio (SAT) Fly for 2h 55m Arrive at 9:55am in Chicago (ORD)
US$1006

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

7:15pm - 12:15am
Mon May 5th 2025

5h 0m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 6116 Depart at 7:15pm from San Antonio (SAT) Fly for 1h 8m Arrive at 8:23pm in Houston (IAH)

Layover in Houston for 1h 10m

Mon May 5th 2025 United Airlines · UA 373 Depart at 9:33pm from Houston (IAH) Fly for 2h 42m Arrive at 12:15am in Chicago (ORD)
US$1009

1:01pm - 4:15pm
Fri May 2nd 2025

3h 14m
Chicago (ORD) → San Antonio (SAT)

Direct

4:21pm - 10:58pm
Mon May 5th 2025

6h 37m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 5536 Depart at 1:01pm from Chicago (ORD) Fly for 3h 14m Arrive at 4:15pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 1131 Depart at 4:21pm from San Antonio (SAT) Fly for 1h 4m Arrive at 5:25pm in Houston (IAH)

Layover in Houston for 2h 45m

Mon May 5th 2025 United Airlines · UA 787 Depart at 8:10pm from Houston (IAH) Fly for 2h 48m Arrive at 10:58pm in Chicago (ORD)
US$1009

9:00am - 12:12pm
Fri May 2nd 2025

3h 12m
Chicago (ORD) → San Antonio (SAT)

Direct

2:25pm - 9:30pm
Mon May 5th 2025

7h 5m
San Antonio (SAT) → Chicago (ORD)

1 Stop

Fri May 2nd 2025 United Airlines · UA 1001 Depart at 9:00am from Chicago (ORD) Fly for 3h 12m Arrive at 12:12pm in San Antonio (SAT)

Stay in San Antonio for 3 nights

Mon May 5th 2025 United Airlines · UA 276 Depart at 2:25pm from San Antonio (SAT) Fly for 1h 7m Arrive at 3:32pm in Houston (IAH)

Layover in Houston for 3h 10m

Mon May 5th 2025 United Airlines · UA 520 Depart at 6:42pm from Houston (IAH) Fly for 2h 48m Arrive at 9:30pm in Chicago (ORD)

Sarah Belizaire

@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

John Ford

@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

Roaming Sonaa

@roamingsonaa

For people wanting to maximize their trips, Flightlist is my newest travel hack for uncovering the coolest routes at irresistible prices. No stress, no annoying ads — just seamless flight booking with amazing functionality.

Andy Travels

@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

Travel With Bender

@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Wesley Mergard

@travel.with.wes

One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.

Flights from Chicago to San Antonio (ORD to SAT)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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